Acetic acid (2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:Acetic acid (2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yl ester
CAS No.:134311-56-1
Molecular Formula:C₂₃H₂₈O₆
Molecular Weight:400.472
Hs Code.:

Synonyms:Acetic acid (2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yl ester

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Chemical Property of Acetic acid (2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yl ester

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Technology Process of Acetic acid (2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yl ester

There total 11 articles about Acetic acid (2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

: 108-24-7
acetic anhydride

: 114219-31-7
(2S,3R,4S,5S,6R)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol

: 134311-56-1
Acetic acid (2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yl ester

Guidance literature:: With dmap; In pyridine; for 0.333333h; Ambient temperature;

Reference yield:

: 20316-77-2
(3aR,5R,6S,6aR)-6-(allyloxy)-5-((R)-2,2-dimethyl[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole

: 134311-56-1
Acetic acid (2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / 2 N H₂SO₄ / methanol / 20 h / Ambient temperature

2: 89 percent / DMAP / CH₂Cl₂; pyridine / 96 h / Ambient temperature

3: 86 percent / LiAlH₄ / tetrahydrofuran / 8 h / Ambient temperature

4: 92 percent / 0.35 M HCl / 96 h / Ambient temperature

5: 33 percent / KH / tetrahydrofuran / 2 h / Ambient temperature

6: t-BuOK / dimethylsulfoxide / 0.33 h / 100 °C

7: 2 N H₂SO₄ / tetrahydrofuran / 24 h / Ambient temperature

8: 95 percent / DMAP / pyridine / 0.33 h / Ambient temperature

With hydrogenchloride; dmap; lithium aluminium tetrahydride; sulfuric acid; potassium tert-butylate; potassium hydride; In tetrahydrofuran; pyridine; methanol; dichloromethane; dimethyl sulfoxide;

Reference yield:

: 134311-54-9,134311-90-3,135041-29-1,135041-32-6,141942-11-2
(3R,4S,5R,6R)-4-Allyloxy-2-methoxy-6-methyl-tetrahydro-pyran-3,5-diol

: 134311-56-1
Acetic acid (2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 33 percent / KH / tetrahydrofuran / 2 h / Ambient temperature

2: t-BuOK / dimethylsulfoxide / 0.33 h / 100 °C

3: 2 N H₂SO₄ / tetrahydrofuran / 24 h / Ambient temperature

4: 95 percent / DMAP / pyridine / 0.33 h / Ambient temperature

With dmap; sulfuric acid; potassium tert-butylate; potassium hydride; In tetrahydrofuran; pyridine; dimethyl sulfoxide;